2-(Chloromethyl)-3,5-dimethyl-4-nitropyridine → HCID 178488124, compound

HRID 380727Notes

Reaction equation

HRID 380727 reaction equation
Cl[CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([N+:10]([O-:12])=[O:11])[C:6]([CH3:13])=[CH:5][N:4]=1.[SH:14][C:15]1[NH:16][C:17]2[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:18]=2[N:19]=1>>[CH3:25][O:24][C:22]1[CH:21]=[CH:20][C:18]2[NH:19][C:15]([S:14][CH2:2][C:3]3[C:8]([CH3:9])=[C:7]([N+:10]([O-:12])=[O:11])[C:6]([CH3:13])=[CH:5][N:4]=3)=[N:16][C:17]=2[CH:23]=1

Participants

3

Reactant 2

HCID 112178962-(Chloromethyl)-3,5-dimethyl-4-nitropyridineHCID 178488032HCID 178488032, compound

Product 1

HCID 178488124HCID 178488124, compound

Procedure

The 2-chloromethyl-3,5-dimethyl-4-nitropyridine of formula-III is dissolved in a protic solvent and reacted with 2-mercapto-5-methoxy benzimidazole of the formula-VII with a base to get 5-methoxy-2-(((3,5-dimethyl-4-nitro-2-pyridinyl)methyl)thio)-1H-benzimidazole of formula-VIII. After recrystallization from suitable solvents, pure compound-VIII is obtained with an impurity, 5-methoxy-2-(((3,5-dimethyl-4-chloro-2-pyridinyl)methyl)thio-1H-benzimidazole, of formula-XV less than 0.1%.

Sources & evidence

ORD record
ord-56fb476b47e94dd8b934d9f4817f7c64
Source dataset
uspto-grants-2001_10
Patent number
US06303787B1

Reaction notes

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